Southern Highlands Beach Vacations
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Top Beach vacation packages in Southern Highlands
Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney Harbour Suites
Sydney Central Business District
Price was $1,568, price is now $1,263 per person
$1,263
per person
Sep 28 - Oct 2
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
8.2/10 Very Good! (2,207 reviews)
Perfect location. Convenient walking distance to public transport, attractions, supermarkets and cafes. The room is generously spacious and equipped with a kitchenette, which allows one to have a proper breakfast in the room, and even dinner. A value for money stunner.
Reviewed on Aug 19, 2025
InterContinental Sydney Double Bay by IHG
Double Bay
Price was $1,565, price is now $1,324 per person
$1,324
per person
Sep 28 - Oct 2
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
9/10 Wonderful! (580 reviews)
Loved every little details that was included in our stay. We also came for their winter dome dining experience and we were well taken care of. I would love to come back and enjoy their rooftop pool.
Reviewed on Aug 16, 2025
Ovolo Woolloomooloo
Woolloomooloo
Price was $1,575, price is now $1,333 per person
$1,333
per person
Sep 28 - Oct 2
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
9.4/10 Exceptional! (1,003 reviews)
The hotel was beautiful, but the common areas were open to the outside and cold. Lovely room, but the water pressure in the shower was very low. No free upgrade was offered. I was told one free bottle of wine per night with my VIP status. But I was given one cheap bottle of wine the first night and that was it - the wine was of such poor quality we did not ask for more. The staff was friendly and professional.
Reviewed on Aug 10, 2025
The Old Clare by Ode Hotels
Chippendale
Price was $1,499, price is now $1,309 per person
$1,309
per person
Sep 28 - Oct 2
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
9.2/10 Wonderful! (520 reviews)
Beds are super comfy, area is trendy and efficient access to areas around Sydney. Lots of nice places to eat and drink.
Reviewed on Jul 17, 2025
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View all trips5* Beach vacations in Southern Highlands
Price found within the past 48 hours. Click for updated prices.
InterContinental Sydney Double Bay by IHG
Double Bay
Price was $1,565, price is now $1,324 per person
$1,324
per person
Sep 28 - Oct 2
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
9/10 Wonderful! (580 reviews)
Loved every little details that was included in our stay. We also came for their winter dome dining experience and we were well taken care of. I would love to come back and enjoy their rooftop pool.
Reviewed on Aug 16, 2025
Ovolo Woolloomooloo
Woolloomooloo
Price was $1,575, price is now $1,333 per person
$1,333
per person
Sep 28 - Oct 2
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
9.4/10 Exceptional! (1,003 reviews)
The hotel was beautiful, but the common areas were open to the outside and cold. Lovely room, but the water pressure in the shower was very low. No free upgrade was offered. I was told one free bottle of wine per night with my VIP status. But I was given one cheap bottle of wine the first night and that was it - the wine was of such poor quality we did not ask for more. The staff was friendly and professional.
Reviewed on Aug 10, 2025
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View all trips3 Night Beach vacations in Southern Highlands
Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney Harbour Suites
Sydney Central Business District
Price was $7,366, price is now $7,218 per person
$7,218
per person
Sep 26 - Sep 28
found 4 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
8.2/10 Very Good! (2,207 reviews)
Perfect location. Convenient walking distance to public transport, attractions, supermarkets and cafes. The room is generously spacious and equipped with a kitchenette, which allows one to have a proper breakfast in the room, and even dinner. A value for money stunner.
Reviewed on Aug 19, 2025
Rydges Sydney Central
Surry Hills
Price was $7,365, price is now $7,244 per person
$7,244
per person
Sep 26 - Sep 28
found 4 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
8.6/10 Excellent! (1,003 reviews)
I was woken at 6:30 am by a staff member reconfiguring my door lock and it beeping loudly. Followed by him doing every other door lock on the floor. Poor choice of time for this job Rydges.
Reviewed on Aug 15, 2025
Rydges Sydney Airport Hotel
Mascot
Price was $7,342, price is now $7,249 per person
$7,249
per person
Sep 26 - Sep 28
found 4 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
8.8/10 Excellent! (2,860 reviews)
Good place to stay for a layover but not for any reason than that
Reviewed on Aug 19, 2025
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View all trips4 Night Beach vacations in Southern Highlands
Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney QVB
Sydney Central Business District
Price was $1,414, price is now $1,249 per person
$1,249
per person
Nov 4 - Nov 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
8.6/10 Excellent! (1,000 reviews)
Fantastic welcoming staff. The lounge is a nice added bonus with tea and coffee making facilities and delicious cookies. While the bed was very hard for me it is tricky to please everyone. The location can’t be beaten. Just a short walk from Town Hall station and the airport line, close to Gadagal metro to easily get out of the city, and a walk down George street (or use the light rail) to the Opera House or The Rocks. Would definitely stay again
Reviewed on Aug 17, 2025
YEHS Hotel Sydney Harbour Suites
Sydney Central Business District
Price was $1,425, price is now $1,254 per person
$1,254
per person
Nov 4 - Nov 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
8.2/10 Very Good! (2,207 reviews)
Perfect location. Convenient walking distance to public transport, attractions, supermarkets and cafes. The room is generously spacious and equipped with a kitchenette, which allows one to have a proper breakfast in the room, and even dinner. A value for money stunner.
Reviewed on Aug 19, 2025
Amora Hotel Jamison Sydney
Sydney Central Business District
Price was $1,452, price is now $1,337 per person
$1,337
per person
Nov 4 - Nov 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
8.8/10 Excellent! (1,501 reviews)
Great location, lovely rooms, very helpful concierge
Reviewed on Aug 17, 2025
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View all tripsFind your perfect Southern Highlands beach vacation
How do I book the best Southern Highlands beach vacation packages?
Life’s a beach when you dive into our brilliant Southern Highlands beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.
How can I find cheap beach vacations in Southern Highlands?
A rental steps from the shore creates an amazingly affordable Southern Highlands beach vacation. Seaside sojourns during low season start from $1,249. Prices and availability are subject to change. Additional terms may apply.
How can I book the best family beach vacations in Southern Highlands?
With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.
How do I find a Southern Highlands beachfront vacation?
Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.
Can I book a package including a Southern Highlands vacation beach house rental?
Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.
Can I find Southern Highlands beach vacation deals?
Sort your search results by deals to delight in amazing Southern Highlands beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.
Can I book a Southern Highlands beach trip with free cancellation and/or flexible dates?
Just like the Southern Highlands tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.
Why should I book my Southern Highlands beach vacation with Expedia?
Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Southern Highlands. (OK, maybe not that last part.)
Top Beach Southern Highlands Hotels
Cosy, elegant 5 bedroom home in beautiful Bundanoon
Bundanoon
Book a stay at this family-friendly B&B in Bundanoon. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Santi Forest Monastery and Glow ...
"Lovely, and comfortable, and beautifully set-up."
Reviewed on Jul 17, 2022
French/Italian Style Boutique The Loft Apartment @Chapmans + Breakfast + Pets
Moss Vale
Book a stay at this golf apartment in Bowral. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Moss Vale Golf Club and Leighton Gardens are ...
9.2/10 Wonderful! (5 reviews)
"Lots to like about this property - a very generous range of breakfast supplies, including fresh fruit, muffins, spreads etc. Plenty of toilet paper too, which is not always the case! Likewise, very generous with bathroom soaps etc. Beds were very comfortable, and the balcony off the middle bedroom ..."
Reviewed on Aug 17, 2025
Martha's ......... Your hideaway in the highlands.
Burradoo
Book a stay at this family-friendly vacation home in Bowral. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Cecil Hoskins Nature Reserve ...
Enjoyable and Relaxing stay
"Martha's was fantastic the property was clean and well maintained. The beds were super comfortable and there was plenty of space. I would totally recommend Martha's as a central place to stay to discovery the Southern Highlands."
Reviewed on Jan 15, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.